PH-Responsive polypseudorotaxane synthesized through cucurbit[6]uril catalyzed 1, 3-dipolar cycloaddition

Date
2006
Authors
Tuncel, D.
Tiftik, H. B.
Salih, B.
Advisor
Instructor
Source Title
Journal of Materials Chemistry
Print ISSN
0959-9428
Electronic ISSN
Publisher
Volume
16
Issue
32
Pages
3291 - 3296
Language
English
Type
Article
Journal Title
Journal ISSN
Volume Title
Abstract

A pH-responsive polypseudorotaxane has been synthesized via cucurbit[6]uril (CB6)-catalyzed 1,3-dipolar cycloaddition using diazide and dialkyne monomers, which contain a long aliphatic-spacer. The polypseudorotaxane was characterized by spectroscopic techniques (1H, 13C NMR and FT-IR) and matrix assisted laser desorption time-of-flight mass spectrometry (MALDI-TOF MS). The experimental results reveal that this polypseudorotaxane behaves as a pH-driven polymeric switch. Thus, when amine groups are protonated at an appropriate pH, CB6s are located on the triazole rings due to ion-dipole interaction, whereas at high pH they move onto the hydrophobic aliphatic spacer rather than slipping off the polypseudorotaxane. © The Royal Society of Chemistry 2006.

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Keywords
Addition reactions, Desorption, Fourier transform infrared spectroscopy, Hydrophobicity, Nuclear magnetic resonance spectroscopy, Synthesis (chemical), Dialkyne monomers, Diazide, Polypseudorotaxane, Organic compounds
Citation
Published Version (Please cite this version)